1-[2,6-Dihydroxy-4-[(4-hydroxy-3-methyl-2-butenyl)oxy]phenyl]-2-methyl-1-propanone

Details

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Internal ID 054e2da5-93dd-4c41-8a78-151837bdd7ae
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
IUPAC Name 1-[2,6-dihydroxy-4-(4-hydroxy-3-methylbut-2-enoxy)phenyl]-2-methylpropan-1-one
SMILES (Canonical) CC(C)C(=O)C1=C(C=C(C=C1O)OCC=C(C)CO)O
SMILES (Isomeric) CC(C)C(=O)C1=C(C=C(C=C1O)OCC=C(C)CO)O
InChI InChI=1S/C15H20O5/c1-9(2)15(19)14-12(17)6-11(7-13(14)18)20-5-4-10(3)8-16/h4,6-7,9,16-18H,5,8H2,1-3H3
InChI Key IHKXYZOAQLKZJG-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C15H20O5
Molecular Weight 280.32 g/mol
Exact Mass 280.13107373 g/mol
Topological Polar Surface Area (TPSA) 87.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.25
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[2,6-Dihydroxy-4-[(4-hydroxy-3-methyl-2-butenyl)oxy]phenyl]-2-methyl-1-propanone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9795 97.95%
Caco-2 + 0.8108 81.08%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8619 86.19%
OATP2B1 inhibitior - 0.7183 71.83%
OATP1B1 inhibitior + 0.9303 93.03%
OATP1B3 inhibitior + 0.9434 94.34%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.8954 89.54%
P-glycoprotein inhibitior - 0.9392 93.92%
P-glycoprotein substrate - 0.9081 90.81%
CYP3A4 substrate - 0.5658 56.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8379 83.79%
CYP3A4 inhibition + 0.5746 57.46%
CYP2C9 inhibition + 0.5000 50.00%
CYP2C19 inhibition + 0.6845 68.45%
CYP2D6 inhibition - 0.7193 71.93%
CYP1A2 inhibition + 0.8271 82.71%
CYP2C8 inhibition - 0.8597 85.97%
CYP inhibitory promiscuity + 0.6839 68.39%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.7650 76.50%
Carcinogenicity (trinary) Non-required 0.7195 71.95%
Eye corrosion - 0.9813 98.13%
Eye irritation - 0.7959 79.59%
Skin irritation - 0.7775 77.75%
Skin corrosion - 0.9535 95.35%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4277 42.77%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.5592 55.92%
skin sensitisation + 0.4940 49.40%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.5667 56.67%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity + 0.4531 45.31%
Acute Oral Toxicity (c) III 0.6404 64.04%
Estrogen receptor binding + 0.7609 76.09%
Androgen receptor binding + 0.5752 57.52%
Thyroid receptor binding - 0.5350 53.50%
Glucocorticoid receptor binding + 0.8048 80.48%
Aromatase binding + 0.8378 83.78%
PPAR gamma + 0.7753 77.53%
Honey bee toxicity - 0.8914 89.14%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.7255 72.55%
Fish aquatic toxicity + 0.9959 99.59%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.08% 91.11%
CHEMBL2581 P07339 Cathepsin D 94.01% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.98% 99.15%
CHEMBL3060 Q9Y345 Glycine transporter 2 93.90% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.21% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 92.58% 94.73%
CHEMBL4208 P20618 Proteasome component C5 88.28% 90.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.85% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.94% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.92% 89.00%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 82.81% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.73% 86.33%
CHEMBL2535 P11166 Glucose transporter 82.56% 98.75%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 81.24% 91.71%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Helichrysum asperum

Cross-Links

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PubChem 129835969
LOTUS LTS0146587
wikiData Q105113104